Diastereoselective allylation of aldehydes with an enantiopure 2-sulfinylallyl halide under environmentally friendly Barbier-type conditions |
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Authors: | Marquez Llebaria Delgado |
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Affiliation: | Facultat de Farmacia, Unitat de Quimica Farmaceutica, Universitat de Barcelona, Spain. |
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Abstract: | [reaction: see text] A simple, efficient, and diastereoselective zinc-promoted allylation of aldehydes with enantiopure (Ss)-3-chloro-2-(p-tolylsulfinyl)-1-propene [(Ss)-1] under aqueous Barbier conditions is described. The observed diastereoselectivity can be explained via an acyclic antiperiplanar transition state model. |
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